Holiday Homes in Littlejohn Island

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Featured Holiday Homes in Littlejohn Island

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

8.2 out of 10, Very good, (50)
"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (76)
"Gorgeous and clean property. Can't wait to go again!"
The Globe House on Munjoy Hill - Walk to Breweries

Rent a room in the gorgeous Holt House

8.0 out of 10, Very good, (14)
"Really cool room and in a great location only a short walk from restaurants and sights. "
Rent a room in the gorgeous Holt House

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Spacious Country Home Freeport, Only 5 min to LL Bean!

9.8 out of 10, Exceptional, (12)
"We loved everything about this place. Beautiful, large home, plenty of room for 8 adults and 2 children. Large dining room for meals and family game time. So close to Freeport and all the shopping. Very clean, and the home has everything we needed. We can’t wait to go again!"
Spacious Country Home Freeport, Only 5 min to LL Bean!

Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard

The price is NZ$4,802
includes taxes & fees
8 May - 9 May
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard

Beautiful House just a step from ocean

9.0 out of 10, Wonderful, (2)
"Lovely place for a couple and a child. Master bedroom was lovely. Water would not allow bathing but shower was ok in hall bath. The downstairs sleeping for two adults was a little difficult. Would have been nice to know upfront that the water was not potable. Nice touches with the set dining table and toiletries. View is amazing."
Beautiful House just a step from ocean

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (60)
"Great layout, well-appointed and super walkable to Old Port, the great restos on Washington and the Eastern Promenade. Only downside was communication with Vacasa: they always answered but didn’t necessarily address the issue, ie I struggled with the electronic door lock, was leaving for the weekend, they said the owner would come address it but when I returned 3 days later it had been left unlocked all weekend. Unreliable WiFi & I work remotely. Several times had to work from cafes.beautifully...
The price is NZ$697
includes taxes & fees
27 Apr - 28 Apr
Elegant condo - walk to Portland's best restaurants & Old Port

Prime City Living Townhouse by RedAwning

2.0 star property
9.0 out of 10, Wonderful, (2)
"It was very convenient. "
The price is NZ$907
includes taxes & fees
28 Apr - 29 Apr
Prime City Living Townhouse by RedAwning

Full sized home

9.8 out of 10, Exceptional, (26)
"Very clean and comfortable. Great care has gone into making it feel like a home well loved."
The price is NZ$567
includes taxes & fees
5 May - 6 May
Full sized home

Beautiful house on the Harpswell Peninsula over looking Casco Bay

9.8 out of 10, Exceptional, (59)
"Comfortable, peaceful. Everything we needed for mussels, steamers and lobster Nice to have working dock in front of us for lobsters"
Beautiful house on the Harpswell Peninsula over looking Casco Bay

Welcome to Happy Place on Peaks Island

10.0 out of 10, Exceptional, (39)
"Lovely cottage."
Welcome to Happy Place on Peaks Island

Convenient Portland home 3 miles from Downtown

10.0 out of 10, Exceptional, (21)
"The reclining furniture was our favorite after running around all day! Very comfortable beds! Great place to stay!"
The price is NZ$1,117
includes taxes & fees
1 May - 2 May
Convenient Portland home 3 miles from Downtown

Huge Historic Downtown Townhome

10.0 out of 10, Exceptional, (1)
"From California, I put together a 21st birthday weekend in Portland for my daughter and five of her friends from Bates College. Tim, the manager, was communicative, helpful, and always available. The townhome is adorable, and the location is fantastic."
The price is NZ$733
includes taxes & fees
28 Apr - 29 Apr
Huge Historic Downtown Townhome

Cozy four-season getaway on Pettingill Pond

Cozy four-season getaway on Pettingill Pond

Luxurious Penthouse with Modern Design in Downtown

9.6 out of 10, Exceptional, (7)
"The place is great and the location is right in the heart of Portland. Only one bathroom, which is downstairs. Bedrooms are upstairs. It was not a problem for 3 adults but you should keep in mind. I would stay again!"
Luxurious Penthouse with Modern Design in Downtown

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

9.8 out of 10, Exceptional, (178)
"This is the most gorgeous, family friendly home and in such a beautiful location!!!! We want to live here. We brought 4 kids for a dog sledding trip. House feels remote but is close to town. The main town of Freeport is just a few min away - nice restaurants and shopping (LL Bean flagship store). It was very cold while here and snowed 12 inches but the home was always warm. Very well stocked kitchen. On the water with spectacular views. We can’t wait to come back!! LOVE IT!! "
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

Sunrise Catcher with a Panoramic View!

10.0 out of 10, Exceptional, (37)
"Great get away & girls weekend. Plenty to do & see. Home is very well equipped for guest needs."
Sunrise Catcher with a Panoramic View!

Beautifully built Cape Elizabeth home nestled in the woods on 2.5 acres

10.0 out of 10, Exceptional, (15)
"Beautiful place very clean owner was very responsive!"
Beautifully built Cape Elizabeth home nestled in the woods on 2.5 acres

Beachwood Cottage by Bayley Vacation Rentals

10.0 out of 10, Exceptional, (11)
"We had a fantastic stay in this beach house. We within a very short distance of many great amenities, including a beach side carnival. We were able to explore Portland and the nearby beaches. The house has a lovely patio where we played games and even made s'mores in the backyard. "
Beachwood Cottage by Bayley Vacation Rentals
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Littlejohn Island

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (54)
"Great hotel"
The price is NZ$482
includes taxes & fees
11 May - 12 May
The Weldon Hotel

Studio Apartment near downtown Walkable!

6.0 out of 10, (1)
"The listing said "Studio Apartment," but it is really just a bedroom with a bath. A mini-fridge, coffeemaker and microwave oven do not make this a "Studio" in the sense that I understand that word (i.e., a one-room apartment with kitchen and bath). When I went back and looked at the photos in the listing, that should have been obvious to me, but I got hung up on the word "Studio."That said, it was a comfortable room, although the bathroom was stingy on towels (no face cloths, only one hand...
The price is NZ$279
includes taxes & fees
27 Apr - 28 Apr
Studio Apartment near downtown Walkable!

Rent a room in the gorgeous Holt House

8.0 out of 10, Very good, (24)
"This was a perfect place, close to everything in Portland! "
Rent a room in the gorgeous Holt House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.